Cheltenham Homes with 16-30 Approx Age

Welcome to Cheltenham, a hidden gem nestled in the picturesque town of Caledon, Ontario. This charming neighborhood is renowned for its serene landscapes and close-knit community, making it an ideal place for families and individuals seeking a tranquil lifestyle without sacrificing convenience.

Cheltenham boasts a rich history, evident in its beautiful homes that range from quaint cottages to more modern residences, with many properties showcasing an age range of 16 to 30 years. This period reflects a thoughtful blend of classic architectural styles and contemporary designs, offering prospective homeowners a variety of options that cater to diverse tastes. The well-maintained properties in Cheltenham are often surrounded by lush greenery and stunning natural vistas, making it a perfect backdrop for outdoor enthusiasts and nature lovers.

One of the highlights of living in Cheltenham is its proximity to the renowned Credit River, providing ample opportunities for fishing, hiking, and enjoying the great outdoors. The community is also home to a number of parks and recreational facilities that cater to families and individuals alike.

In addition to its natural beauty, Cheltenham offers easy access to essential amenities, including schools, shopping centers, and dining options. The friendly atmosphere and welcoming spirit of the community make it a place where neighbors become friends and lifelong memories are created.

If you're looking for a peaceful retreat with a strong sense of community, Cheltenham in Caledon is the perfect place to call home. Discover the charm and beauty of this delightful neighborhood today!

Newest Cheltenham Homes with 16-30 Approx Age

$2,500,000

4 Beds ⋅ 6 Baths ⋅ W13505786 MLS

Experience the perfect balance of luxury, nature, and convenience. This property will appeal to the discerning buyer seeking something truly special. Inside 6,500 square feet of thoughtfully blends open-concept living with cozy private retreats. Nestled on a unique, secluded 1.88-acre lot, this is not just another estate - it's an exclusive haven waiting to be yours. Bask in natural light in the stunning 2-story great room flowing seamlessly into the well appointed kitchen that offers space for multiple cooks and seamless entertaining. The 2nd story primary suite is a private retreat, complete with a luxurious five-piece ensuite and a massive walk-in closet. Two additional bedrooms on this floor each feature their own ensuite baths and walk-in closets, ensuring comfort and privacy for family or guests. A fourth bedroom, conveniently located on the main floor, offers its own adjacent 3-piece bath. Need more flexibility? Two main-floor offices provide ideal work-from-home setups or creative spaces. The fully finished walk-up basement is a world of possibilities. With a second kitchen, exercise room, media room, 2-piece bath, and ample storage, it's ready to be transformed into the ultimate entertainment space or in-law suite. Outside is your private paradise, where the lush yard and pool are surrounded by mature trees, offering complete tranquility. A sweeping drive and 3-car garage in the front. An outdoor living space tailored for unforgettable gatherings, featuring an inground pool, a cabana with a 2-piece bath, expansive patios, and deck areas for dining, lounging, and family fun in the back. Beyond the property, the Caledon Trailway, Credit River and the quaint village of Cheltenham are nearby, or explore local gems like Terra Cotta and Belfountain. With Pearson Airport only 30 minutes and downtown Toronto an hour's drive, this property offers countryside living without compromise.

57 Kennedy Road, Caledon

$2,998,000

6 Beds ⋅ 6 Baths ⋅ W12394471 MLS

Timeless elegance meets impeccable craftsmanship in this stunning Cheltenham estate. A rare find, this beautifully built 5+1 bed, 6 bath home in the sought-after Cheltenham community offers thoughtful design & exquisite details throughout. Chefs kitchen blending beauty & practicality, featuring a 48" Wolf gas range, Sub Zero fridge/freezer, Bosch dishwasher, built-in microwave, & custom quarter-sawn oak cabinetry. 5" solid white oak floors create an inviting atmosphere. The natural beauty of tumbled limestone, natural stone & marble in the kitchens, baths, & basement enhances the spaces timeless elegance, combining sophistication w/ comfort. The primary suite is a true sanctuary w/ heated floors, a spa-like steam shower, a romantic soaker tub, a spacious walk-in closet & focal fireplace. Every detail has been thoughtfully considered, from coffered ceilings in the dining room to vaulted ceilings in the family room & sunroom, adding architectural charm & grandeur. The main floor also includes a dedicated office, perfect for WFH or quiet study. Upstairs, 3 beds each w/ walk-in closets. Two share a Jack-&-Jill bath, while the 3rd has its own private ensuite creating private retreats for family & guests. Every detail, from custom millwork & extensive closet systems to solid wood doors, reflects timeless quality. Step outside to a beautifully landscaped yard, complete w/ irrigation system & a grand outdoor stone fireplace. The property boasts nearly an acre of lush grounds, with a 3-car garage plus an additional backyard workshop garage w/ a loft ideal for toys, landscape equipment & hobbies. For added versatility, theres a bright, welcoming 1-bed, 1-bath loft apartment w/ its own entrance, walk-in closet & separate laundry perfect for in-laws or rental income. The finished basement offers even more comfort w/ guest bed & bath, media & game zones, a bar, crafts room, gym, & a ton of storage, creating a warm, inviting and functional space for gatherings & daily life.

84 Kennedy Road, Caledon

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